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Unusual glycosidic labdane diterpenoids with cytotoxicity from the root of Phlomoides betonicoides.

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Chemical investigation on the root of Phlomoides betonicoides led to the isolation of six undescribed diterpenoid glycosides, phlomoidesides A-F, along with two known ones using various chromatographic techniques. The structures… Click to show full abstract

Chemical investigation on the root of Phlomoides betonicoides led to the isolation of six undescribed diterpenoid glycosides, phlomoidesides A-F, along with two known ones using various chromatographic techniques. The structures of these compounds were determined by extensive spectroscopic analyses (including 1D, 2D-NMR and HRMS), single crystal X-ray diffraction, and calculated 13C NMR. The glycoside modifications of phlomoidesides A-F are rare in natural products, and a plausible biosynthetic pathway for these unusual glycosides was proposed. Phlomoidesides A, D, F, and phlomisosides V, Ш were cytotoxic against three human tumor cell lines, NCI-H1975, HepG2 and MCF-7, with IC50 values ranging from 7.5 to 75.7 μM. Phlomoideside B only showed weak cytotoxicity against NCI-H1975, with IC50 of 53.0- μM.

Keywords: glycosidic labdane; phlomoides betonicoides; root phlomoides; labdane diterpenoids; cytotoxicity; unusual glycosidic

Journal Title: Phytochemistry
Year Published: 2020

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